EP0892634A1 - Utilisation de l'octoxyglycerine dans une composition cosmetique et/ou dermatologique comme actif pour le traitement de la seborrhee et/ou de l'acne - Google Patents
Utilisation de l'octoxyglycerine dans une composition cosmetique et/ou dermatologique comme actif pour le traitement de la seborrhee et/ou de l'acneInfo
- Publication number
- EP0892634A1 EP0892634A1 EP97945918A EP97945918A EP0892634A1 EP 0892634 A1 EP0892634 A1 EP 0892634A1 EP 97945918 A EP97945918 A EP 97945918A EP 97945918 A EP97945918 A EP 97945918A EP 0892634 A1 EP0892634 A1 EP 0892634A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- octoxyglycerin
- composition
- acne
- skin
- seborrhea
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/345—Alcohols containing more than one hydroxy group
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/075—Ethers or acetals
- A61K31/08—Ethers or acetals acyclic, e.g. paraformaldehyde
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/60—Salicylic acid; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/10—Anti-acne agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/008—Preparations for oily skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/008—Preparations for oily hair
Definitions
- octoxyglycerin in a cosmetic and / or dermatological composition as an active agent for the treatment of seborrhea and / or acne
- the subject of the present invention is the use of octoxyglycerin in a cosmetic or dermatological composition for treating seborrhea and the skin disorders which are associated with it, in particular acne and / or hyperseborrhea.
- sebum The secretion of sebum is a normal phenomenon and useful for the skin as well as the hair.
- seborrhea the hypersecretion of sebum, called seborrhea, causes discomfort and sometimes a skin pathology, in particular oily skin and even acne, and by a seborrheic condition of the scalp.
- Sebaceous hypersecretion and disturbance of the keratinization of the pilosebaceous follicle results in the obstruction of the pilosebaceous follicle and the formation of retentional lesions or comedones.
- pathologies and in particular acne and / or hyperseborrhea relate in particular to the colonization of the skin or of the hair follicle by germs of the genus Propionibacterium such as Propionibacterium acnes, Propionibacterium granulosum, Propionibacterium avidum.
- triclosan active ingredients
- hexamidine hexamidine
- hexetidine active ingredients
- benzalkonium chloride active ingredients
- the use of these active ingredients is not without side effects.
- triclosan has significant toxicity, even topically.
- it has been shown to be insufficiently effective, particularly in some vehicles where its activity is inhibited by surfactants.
- Hexamidine and hexetidine in the form of salts are sensitizing substances, capable of causing allergies.
- benzalkonium chloride can be irritating at the usual doses of use. In addition, it destabilizes compositions containing anionic surfactants.
- the object of the present invention is precisely the use of particular compounds making it possible to obtain this effect.
- octoxyglycerin had a strong activity on Propionibacterium acnes and Propionibacterium granulosum, and could therefore be used in a cosmetic or dermatological composition as an anti-seborrheic and anti-acne active agent.
- the document DE-A-4140474 describes the use of monoalkyl ethers of glycerol in compositions for cleansing and caring for the skin.
- these compounds are used as superfat additives avoiding drying of the skin in antiseptic and disinfectant compositions based on alcohols, the monoalkyl ethers of glycerol reinforcing the antiseptic effect of the alcohol while preventing drying of the skin.
- glycerol monoalkyl ethers, particularly octoxyglycerin to act on the pathologies linked to Propionibacterium acnes and Propionibacterium granulosum, and in particular to treat seborrhea and acne, has never been described.
- WO 93/25208 describes the use of glycerol monoalkyl ethers in cytocidal, antibacterial and spermicidal compositions. This document does not specifically describe the activity of monoalkyl ethers on germs of the genus Propionibacterium and even less the pathologies linked to Propionibacterium acnes and Propionibacterium granulosum, and in particular seborrhea and acne. In addition, octoxyglycerine is not mentioned in this document.
- the present invention therefore relates to the use of octoxyglycerin in a cosmetic composition for treating seborrhea of the skin and / or scalp, and / or skin disorders associated with seborrhea.
- the present invention also relates to the use of octoxyglycerin for the manufacture of a medicament intended for treating seborrhea of the skin and / or scalp, and / or skin disorders associated with seborrhea.
- the skin disorders associated with seborrhea can in particular be acne, oily skin prone to acne and / or hyperseborrhea.
- the present invention also relates to the use of octoxyglycerin in a cosmetic composition for treating acne and / or oily skin prone to acne and / or hyperseborrhea.
- the present invention also relates to the use of octoxyglycerin for the manufacture of a medicament intended for treating acne and / or oily skin prone to acne and / or hyperseborrhea.
- the present invention also relates to the use of octoxyglycerin in a cosmetic composition to act on germs of the genus Propionibacterium.
- the present invention also relates to the use of octoxyglycerin for the manufacture of a medicament intended to act on germs of the genus Propionibacterium.
- the present invention also relates to a method for the cosmetic treatment of seborrhea and / or disorders associated with seborrhea, consisting in applying to the skin and / or the scalp having seborrhea disorders, a composition containing at least octoxyglycerin.
- the present invention also relates to a cosmetic treatment process for acne consisting in applying to acne skin a composition containing at least octoxyglycerin.
- the subject of the invention is a cosmetic and / or dermatological anti-acne composition, characterized in that it contains at least, in a cosmetically and / or dermatologically acceptable medium, an effective amount of octoxyglycerin as an active anti-acne.
- R represents a 2-ethylhexyl radical
- Octoxyglycerine is used, according to the present invention, in an amount preferably ranging from 0.05 to 10%, and better still from 0.1 to 5%, and even better still from 0.1 to 2.5% of the total weight of composition.
- compositions according to the invention contain a cosmetically and / or dermatologically acceptable medium, that is to say compatible with the skin, the mucous membranes, the hair and the scalp. They can come in all dosage forms suitable for topical application, in particular in the form of aqueous, hydroalcoholic or oily solutions, aqueous, hydroalcoholic or oily gels, pasty or solid anhydrous products, emulsions obtained by dispersing a fatty phase in a phase aqueous (O / W) or vice versa (W / O), suspensions, microemulsions, microcapsules, microparticles, or even vesicular dispersions of ionic type (liposomes) and / or nonionic. These compositions are prepared according to the usual methods in the fields considered.
- compositions according to the invention can also be used in the form of foams or also in the form of aerosol compositions also containing a propellant under pressure.
- compositions according to the invention are those conventionally used in the fields considered.
- compositions constitute in particular products for the skin such as cleansing or treatment gels or creams, purifying lotions or milks, camouflage sticks, hair lotions or antiseborrheic shampoos, anti-hair loss compositions for the scalp.
- compositions of the invention can comprise the adjuvants conventionally used in the fields considered as fatty substances, organic solvents, solubilizing agents, thickening and gelling agents, softeners, antioxidants, opacifiers, stabilizing agents, foaming agents, perfumes, ionic or non-ionic emulsifiers, fillers, sequestrants and chelators, preservatives, perfumes, filters, essential oils, coloring matters, pigments, hydrophilic or lipophilic active agents, lipid vesicles or any other ingredient usually used in cosmetics.
- adjuvants are introduced in the amounts usually used in the cosmetic or dermatological field, and for example from 0 to 20% of the total weight of the composition.
- the proportion of the fatty phase can range from 5 to 80% and preferably from 5 to 50% of the total weight of the composition.
- the oils, emulsifiers and coemulsifiers used in the composition in the form of an emulsion are chosen from those conventionally used in the cosmetic or dermatological field.
- the emulsifier and optionally the coemulsifier are present in the composition in a proportion ranging from 0.3 to 30% by weight, and preferably from 0.5 to 20% by weight relative to the total weight of the composition.
- the emulsion may, in addition, contain lipid vesicles.
- mineral oils isoparaffin
- oils of vegetable origin oils of animal origin
- synthetic oils silicone oils ( cyclopentadimethylsiloxane) and fluorinated oils.
- Fatty alcohols, fatty acids (stearic acid), waxes (camauba wax, ozokerite) can also be used as fats.
- emulsifiers which can be used in the invention, there may be mentioned, for example, ethylene glycol monostearate, sorbitan tristearate, the palmitostearate glycol / polyethylene glycol stearate (6 EO) / polyethylene glycol stearate (32 EO) mixture. sold under the name "Tefose 63" by the company Gattefosse, and hydrogenated lecithin.
- gelling agents or thickeners mention may be made of natural gums (xanthan gum), polysaccharides (hydroxypropylmethylcellulose, carboxymethylcellulose), carboxyvinyl polymers (carbomer), acrylic copolymers, polyacrylamides and in particular the mixture of polyacrylamide, C 13 -C 14 -lsoparaffin and Laureth-7, sold under the name Sepigel 305 by the company Seppic, oxyethylenated sugar derivatives such as oxyethylenated methylglucose.
- xanthan gum polysaccharides (hydroxypropylmethylcellulose, carboxymethylcellulose), carboxyvinyl polymers (carbomer), acrylic copolymers, polyacrylamides and in particular the mixture of polyacrylamide, C 13 -C 14 -lsoparaffin and Laureth-7, sold under the name Sepigel 305 by the company Seppic, oxyethylenated sugar derivatives such as oxyethylenated methylglucose.
- foaming agents there may be mentioned for example N-carboxyethoxyethyl N-cocoylamidoethyl amino-acetate N-di-sodium, sodium lauryl ether sulfate, sodium lauroyl sarcosinate, triethanolamine lauryl sulfate and also the mixture of sodium cocoyl isethionate and coconut fatty acids.
- acrylic copolymers such as the ethylene glycol dimethacrylate / lauryl methacrylate copolymer sold by the company Dow Corning under the name of Polytrap.
- agents capable of supplementing the effect of the glycerol alkyl ether in the treatment of seborrhea and associated dermatoses, and in particular acne may, for example, be anti-inflammatory agents such as benzoyl peroxide, antibiotics, antiseptic agents such as octopirox, keratolytic agents such as ⁇ -hydroxy acids or ⁇ - hydroxy acids in free, etherified or esterified form, retinoic acid and its derivatives, retinol and its derivatives such as palmitate, retinol acetate or propionate, antiseborrheic agents such as the salts of di- or trivalent such as the alkaline earth metal salts and the lanthanides, and more particularly the strontium salts and the neodymium salts.
- this agent is a keratolytic agent, and in particular an ⁇ -hydroxy acid or a
- the amount of agent can range, for example, from 0 to 20% and preferably from 0.05 to 5% of the total weight of the composition.
- ⁇ -hydroxy acids there may be mentioned in particular glycolic, lactic, malic, tartaric, citric, mandelic acids.
- ⁇ -hydroxy acids mention may be made of salicylic acid and its derivatives, 2-hydroxy-alkanoic acids and their derivatives such as hydroxy-2-methyl-3-benzoic acid and hydroxy-2-methoxy-3 acid -benzoic.
- hydrophilic active agents mention may also be made, for example, of proteins or protein hydrolysates, amino acids, polyols (glycerin, propylene glycol), urea, allantoin, sugars and sugar derivatives. , vitamins, starch, bacterial or vegetable extracts.
- the composition containing the alkyl ether additionally contains, in an appropriate manner, at least one filter, so as to preserve the effectiveness of the active according to the invention while protecting the skin from the harmful effects of the sun's rays.
- filters mention may be made of organic filters or pigments which may or may not be in the form of nanoparticles (nanopigments). Examples of organic filters are the sulphonated or sulphonated derivatives of benzophenone, the sulphonic or sulphonated derivatives of benzylidene camphor and acrylates such as octocrylene.
- the quantity of filter depends on the desired sun protection. It can range, for example, from 0 to 10% and preferably from 0.1 to 5% of the total weight of the composition.
- the Elfacos GT 282S is dispersed in demineralized water at 80 ° C, then cooled to 50 ° C. Furthermore, the foaming agents, the softener and the glycerin are dispersed at 50 ° C. in demineralized water with slow stirring, then this preparation is slowly poured with slow stirring into the dispersion of Elfacos GT 282S. Octoxyglycerin is then added to it at 40 ° C.
- the gel obtained is suitable for the treatment of seborrheic dermatitis, applied twice a day to the face.
- the Elfan AT 84 G is dispersed in demineralized water at 80 ° C. After complete dissolution, the hydrated aluminum magnesium silicate salt is added. Cool to 60 ° C, then add sodium lauroyl sarcosinate and hydroxypropylmethylcellulose gel. Then added stearic acid and ethylene glycol monostearate previously warmed in a water bath. To this mixture, octoxyglycerin and perfume are added.
- the cream obtained is suitable for the treatment of acne-prone skin, by application to the face twice a day.
- mixture A containing sorbitan tristearate, emulsifier and cyclopentadimethylsiloxane at 60 ° C.
- mixture B is prepared by swelling, in demineralized water at 70 ° C., the mixture of glycerol and of carbomer, then the xanthan gum.
- the emulsion is produced at 65 ° C by pouring mixture A into mixture B with stirring.
- the mixture is allowed to cool to 50 ° C. and the Polytrap is added, then the octoxyglycerine.
- the cream obtained is suitable for the treatment of the skin, by application to the face and the back of the body once a day.
- Xanthan gum is swollen in demineralized water with glycerin at 70 ° C. After cooling to 30 ° C, glycolic acid, ethyl alcohol, co-solvent with octoxyglycerin and perfume are added.
- the gel obtained is suitable for the treatment of seborrheic skin, applied once or twice a day to the face.
- the mixture of oxyethylenated soy sterols (5 EO) and hydrogenated lecithin is hydrated in demineralized water at 80 ° C for 2 hours and this preparation is passed twice to the high pressure homogenizer.
- After having cooled the liposome preparation to 35 ° C. add the apricot almond oil and the cyclopentadimethylsiloxane to it.
- the mixture is passed to the high pressure homogenizer and cooled to 30 ° C.
- a dispersion of the charges is prepared in propylene glycol and glycerol. This dispersion is dispersed in the mixture obtained above. Sepigel 305 and octoxyglycerine are then added.
- the cream obtained is beige in color and suitable for the treatment of the skin, by application to the face twice a day.
- the stick obtained can be applied to the face several times a day.
- Glycerin, ethyl alcohol, co-solvent and octoxyglycerin are mixed in demineralized water.
- the lotion obtained is suitable for cleaning the skin, by application to the face twice a day.
- the carboxymethylcellulose is dispersed in demineralized water, and the conditioning agent, triethanolamine lauryl sulfate and oxyethylenated methylglucose are added. After cooling to 40 ° C, octoxyglycerin is added.
- the shampoo obtained is suitable for washing the hair and allows a marked improvement in the condition of the scalp.
- the test described below highlights the activity of octoxyglycerin on Propionibacterium acnes and Propionibacterium granulosum.
- Inoculation 4 ml of inoculum are introduced into the pill box and the pill box is placed in the incubator.
- the colonies are counted on dishes containing more than 20 and less than 200 colonies.
- compositions tested are as follows:
- preparation A After 2 hours of contact, there is a superior decontamination with preparation A according to the invention.
- the number of microorganisms is 1000 times lower for Propionibacterium acnes and 10,000 times lower for Propionibacterium granulosum at the inoculation rate (T0) while for preparation B, it is unchanged.
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- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Dermatology (AREA)
- Emergency Medicine (AREA)
- Birds (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Cosmetics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
Description
Claims
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR9613980 | 1996-11-15 | ||
FR9613980A FR2755852B1 (fr) | 1996-11-15 | 1996-11-15 | Utilisation d'un alkylether de glycerol dans une composition cosmetique et/ou dermatologique comme actif pour le traitement de la seborrhee et de l'acne |
PCT/FR1997/002039 WO1998022081A1 (fr) | 1996-11-15 | 1997-11-13 | Utilisation de l'octoxyglycerine dans une composition cosmetique et/ou dermatologique comme actif pour le traitement de la seborrhee et/ou de l'acne |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0892634A1 true EP0892634A1 (fr) | 1999-01-27 |
EP0892634B1 EP0892634B1 (fr) | 2002-10-09 |
Family
ID=9497676
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP97945918A Expired - Lifetime EP0892634B1 (fr) | 1996-11-15 | 1997-11-13 | Utilisation de l'octoxyglycerine dans une composition cosmetique et/ou dermatologique comme actif pour le traitement de la seborrhee et/ou de l'acne |
Country Status (9)
Country | Link |
---|---|
US (1) | US6040347A (fr) |
EP (1) | EP0892634B1 (fr) |
JP (1) | JP3553615B2 (fr) |
KR (1) | KR100283793B1 (fr) |
CA (1) | CA2241894C (fr) |
DE (1) | DE69716251T2 (fr) |
ES (1) | ES2185050T3 (fr) |
FR (1) | FR2755852B1 (fr) |
WO (1) | WO1998022081A1 (fr) |
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CN1305365A (zh) * | 1998-06-29 | 2001-07-25 | 宝洁公司 | 含二醇的免洗式发用组合物 |
US6221816B1 (en) | 1998-12-25 | 2001-04-24 | Kao Corporation | Detergent composition comprising a monoglyceryl ether |
US6224579B1 (en) * | 1999-03-31 | 2001-05-01 | The Trustees Of Columbia University In The City Of New York | Triclosan and silver compound containing medical devices |
JP3404337B2 (ja) * | 1999-10-12 | 2003-05-06 | 花王株式会社 | 水性液状洗浄剤組成物 |
DE10025123B4 (de) * | 2000-05-20 | 2014-07-10 | Beiersdorf Ag | Desodorierende Zubereitungen mit Oligoglycerinmonocarbonsäuremonoestern, Arylverbindungen und Glycerylethern |
DE10025124B4 (de) * | 2000-05-20 | 2015-07-16 | Beiersdorf Ag | Kombinationen von Glycerinmonoalkylethern und Aryl-substituierten Alkoholen |
DE10025122A1 (de) * | 2000-05-20 | 2001-11-22 | Beiersdorf Ag | Kombinationen von Clycerinmonoalkylethern und Fettsäreglyceriden |
DE10025553A1 (de) * | 2000-05-24 | 2001-11-29 | Merck Patent Gmbh | Zusammensetzung, enthaltend mindestens ein Aryloxim und mindestens einen Wirkstoff zur Behandlung von Akne und ihre Verwendung |
DE10028638A1 (de) * | 2000-06-09 | 2001-12-20 | Schuelke & Mayr Gmbh | Lagerstabile Zusammensetzungen von Glycerinmonoalkylethern |
US7329412B2 (en) | 2000-12-22 | 2008-02-12 | The Trustees Of Columbia University In The City Of New York | Antimicrobial medical devices containing chlorhexidine free base and salt |
JP2005508919A (ja) * | 2001-09-29 | 2005-04-07 | バイヤースドルフ・アクチエンゲゼルシヤフト | 化粧用および皮膚科学用スティック |
US6846846B2 (en) * | 2001-10-23 | 2005-01-25 | The Trustees Of Columbia University In The City Of New York | Gentle-acting skin disinfectants |
US7879365B2 (en) * | 2002-02-07 | 2011-02-01 | The Trustees Of Columbia University In The City Of New York | Zinc salt compositions for the prevention of dermal and mucosal irritation |
US7745425B2 (en) * | 2002-02-07 | 2010-06-29 | The Trustees Of Columbia University In The City Of New York | Non-irritating compositions containing zinc salts |
CA2475224C (fr) * | 2002-02-07 | 2011-11-01 | The Trustees Of Columbia University In The City Of New York | Compositions de sels de zinc contre l'irritation des muqueuses dues a des spermicides et des microbicides |
AR038628A1 (es) * | 2002-03-04 | 2005-01-19 | Novartis Ag | Composicion oftalmica |
KR20030079231A (ko) * | 2002-04-02 | 2003-10-10 | 지앤비코스메틱 | 피부 표면에 국소 적용되는, 피부 여드름 개선용 화장료조성물 및 그의 제조방법 |
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US7759327B2 (en) * | 2006-01-06 | 2010-07-20 | The Trustees Of Columbia University In The City Of New York | Compositions containing zinc salts for coating medical articles |
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---|---|---|---|---|
JPS55160713A (en) * | 1979-06-04 | 1980-12-13 | Shiseido Co Ltd | Stable aqueous powder dispersion composition |
JPS5639033A (en) * | 1979-09-04 | 1981-04-14 | Kao Corp | Alpha-mono(methyl-branched alkyl glyceryl ether and skin cosmetic containing the same |
US5466714A (en) * | 1987-12-31 | 1995-11-14 | Research Foundation For Mental Health Hygiene, Inc. | Spermicidal and cytocidal fatty acid compositions |
DE4140474C2 (de) * | 1991-12-09 | 1995-07-13 | Schuelke & Mayr Gmbh | Hautpflegeadditiv |
-
1996
- 1996-11-15 FR FR9613980A patent/FR2755852B1/fr not_active Expired - Fee Related
-
1997
- 1997-11-13 US US09/101,623 patent/US6040347A/en not_active Expired - Fee Related
- 1997-11-13 CA CA002241894A patent/CA2241894C/fr not_active Expired - Fee Related
- 1997-11-13 KR KR1019980705418A patent/KR100283793B1/ko not_active IP Right Cessation
- 1997-11-13 DE DE69716251T patent/DE69716251T2/de not_active Expired - Lifetime
- 1997-11-13 WO PCT/FR1997/002039 patent/WO1998022081A1/fr active IP Right Grant
- 1997-11-13 ES ES97945918T patent/ES2185050T3/es not_active Expired - Lifetime
- 1997-11-13 EP EP97945918A patent/EP0892634B1/fr not_active Expired - Lifetime
- 1997-11-13 JP JP52326298A patent/JP3553615B2/ja not_active Expired - Fee Related
Non-Patent Citations (1)
Title |
---|
See references of WO9822081A1 * |
Also Published As
Publication number | Publication date |
---|---|
KR19990077273A (ko) | 1999-10-25 |
FR2755852A1 (fr) | 1998-05-22 |
JP3553615B2 (ja) | 2004-08-11 |
EP0892634B1 (fr) | 2002-10-09 |
KR100283793B1 (ko) | 2002-07-18 |
DE69716251D1 (de) | 2002-11-14 |
CA2241894C (fr) | 2004-06-22 |
DE69716251T2 (de) | 2003-02-20 |
WO1998022081A1 (fr) | 1998-05-28 |
JPH11501954A (ja) | 1999-02-16 |
ES2185050T3 (es) | 2003-04-16 |
CA2241894A1 (fr) | 1998-05-28 |
FR2755852B1 (fr) | 1998-12-24 |
US6040347A (en) | 2000-03-21 |
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